| Wimbledon | 07/03 10:30 | - | Pablo Cuevas v Alexandr Dolgopolov | Cancelled | |
| Open di Francia | 05/28 09:00 | - | Rafael Nadal v Alexandr Dolgopolov | Cancelled | |
| ATP Roma | 05/14 13:45 | 24 | [18] Novak Djokovic v Alexandr Dolgopolov [54] | 6-1,6-3 | |
| ATP Monte Carlo | 04/16 09:00 | - | Kyle Edmund v Alexandr Dolgopolov | Cancelled | |
| ATP Marrakech | 04/10 10:00 | 25 | [221] Andrea Arnaboldi v Alexandr Dolgopolov [52] | 6-2,6-3 | |
| Australian Open | 01/19 05:20 | 25 | Diego Schwartzman v Alexandr Dolgopolov | 6-7,6-2,6-3,6-3 | |
| Australian Open | 01/17 10:05 | 24 | Alexandr Dolgopolov v Matthew Ebden | 7-6,6-3,6-4 | |
| Australian Open | 01/15 00:00 | 23 | Alexandr Dolgopolov v Andreas Haider-Maurer | 7-6,6-3,6-4 | |
| ATP Sydney | 01/10 03:55 | 26 | Fabio Fognini v Alexandr Dolgopolov | 3-6,6-3,6-4 | |
| ATP Sydney | 01/07 03:00 | 25 | Alexandr Dolgopolov v Viktor Troicki | 6-3,6-7,7-5 | |
| ATP Brisbane | 01/05 02:30 | 27 | Nick Kyrgios v Alexandr Dolgopolov | 1-6,6-3,6-4 | |
| ATP Brisbane | 01/03 01:00 | 26 | Horacio Zeballos v Alexandr Dolgopolov | 1-6,2-6 | |
| ATP Brisbane | 12/31 06:25 | 25 | Alexandr Dolgopolov v Diego Schwartzman | 6-4,7-6 | |
| ATP Basilea | 10/24 17:20 | 25 | Alexandr Dolgopolov v Ryan Harrison | 4-6,1-6 | |
| ATP Anversa | 10/17 10:00 | 25 | Alexandr Dolgopolov v Henri Laaksonen | 2-6,6-7 | |
| ATP Shanghai | 10/12 12:00 | 26 | Alexandr Dolgopolov v Roger Federer | 4-6,2-6 | |
| ATP Shanghai | 10/11 10:30 | 25 | Alexandr Dolgopolov v Feliciano Lopez | 7-6,1-6,6-4 | |
| ATP Shanghai | 10/10 05:00 | 24 | Jack Sock v Alexandr Dolgopolov | Retired | |
| ATP Shanghai - Qual. | 10/08 04:00 | 46 | Alexandr Dolgopolov v Malek Jaziri | 7-6,7-5 | |
| ATP Shanghai - Qual. | 10/07 04:00 | 45 | Alexandr Dolgopolov v Nicolas Jarry | 7-6,6-3 | |
| ATP Tokyo | 10/05 03:00 | 26 | Alexandr Dolgopolov v Steve Johnson | 2-6,4-6 | |
| ATP Tokyo | 10/04 03:00 | 25 | Alexandr Dolgopolov v Daniil Medvedev | 6-1,6-2 | |
| ATP Shenzhen | 10/01 09:30 | 29 | Alexandr Dolgopolov v David Goffin | 4-6,7-6,3-6 | |
| ATP Shenzhen | 09/30 11:40 | 28 | Damir Dzumhur v Alexandr Dolgopolov | 3-6,4-6 | |
| ATP Shenzhen | 09/29 08:20 | 27 | Dudi Sela v Alexandr Dolgopolov | Retired | |
| ATP Shenzhen | 09/28 06:00 | 26 | Sergiy Stakhovsky v Alexandr Dolgopolov | 6-7,4-6 | |
| ATP Shenzhen | 09/26 07:30 | 25 | Lloyd Harris v Alexandr Dolgopolov | 3-6,4-6 | |
| Coppa Davis | 09/17 13:00 | 27 | Mor Bulis v Alexandr Dolgopolov | 3-6,2-6 | |
| Coppa Davis | 09/15 11:40 | 27 | Edan Leshem v Alexandr Dolgopolov | 4-6,1-6,4-6 | |
| US Open | 09/04 16:35 | 26 | Rafael Nadal v Alexandr Dolgopolov | 6-2,6-4,6-1 |